Amino-benzoic acid derivatives

Disperse blue 35 Amino-benzoic-acid derivative Amyl-o-dimethylaminobenzoic acid Furocoumarins Therapeutic agents 8-Methoxypsoralen 4,5,8-T rimethylpsoralen 5-Methoxypsoralen (Bergapten)... 

Occupational problems with topically applied local anesthetics, particularly ester derivatives, have been known for many years (Altomare et al. 1992). Contact allergy to procaine used to be a typical professional disease of dentists due to direct handling (Kanerva et al. 1994). Other affected professions include ophthalmologists and veterinary surgeons. There is an extensive cross-reactivity between all p-amino benzoic acid derivatives, such as procaine, benzocaine and tetracaine, but not to amide derivatives, such as lidocaine. Since the less allergenic amide local anesthetics are used today, the number of occupational cases has declined. The intravenous anesthetic propanidid, a derivative of eugenol (Castelain and Piriou 1980), has caused sensitization in anesthesists by direct and probably also airborne contact (Altomare et al. 1992). 

Mahiwal, K.. Kumar, R, 8c Narasimhan, B. (2010). Synthesis, antimicrobial evaluation, ot-QSAR and mt-QSAR studies of 2-amino benzoic acid derivatives. Medicinal Chemistry Research, 1 https //springerlink3.metapress.com/content/ v8rr537t3g832716/resource-secured/ target=full text.pdf8csid=hgvns0moaos2mq3vea5ali2b8csh= www.springerlink.com... 

Dihydropteroic acid (85) is an intermediate to the formation of the folic acid necessary for intermediary metabolism in both bacteria and man. In bacteria this intermediate is produced by enzymatic condensation of the pteridine, 86, with para-amino-benzoic acid (87). It has been shown convincingly that sulfanilamide and its various derivatives act as a false substrate in place of the enzymatic reaction that is, the sulfonamide blocks the reaction by occupying the site intended for the benzoic acid. The lack of folic acid then results in the death of the microorganism. Mammals, on the other hand, cannot synthesize folic acid instead, this compound must be ingested preformed in the form of a vitamin. Inhibition of the reaction to form folic acid Ls thus without effect on these higher organisms. 

The compound sulfanilamide exhibits a structural similarity to para-amino benzoic acid (PABA). Woods and Fields proposed the theory that sulfonamides, being structurally similar to PABA, inhibit bacterial folate synthetase so that folic acid is not formed which is needed for a number of metabolic reactions. Folic acid derived from PABA is essential for bacterial metabolism. Sulfonamides inhibit the enzyme folic acid synthetase which is... 

With the nitrobenzoic acids L-LII the inverse behaviour of ctsw and ctbi s worthy of note from the 2-to the 4-derivative ctsw increases whereas c i decreases. The amino benzoic acids... 

The reactions are catalyzed by acyl-CoA amino acid A-acyltransferase, of which two distinct A-acyltransferases exist in mammalian mitochondria. The predominant transferase conjugates medium-chained fatty acyl CoA and substituted benzoic acid derivatives with glycine and is termed an aralkyl-CoA glycine A-acyltransferase, while the other enzyme conjugates arylacetic acid derivatives with glycine, glutamine, or arginine and is an arylacetyl-CoA amino acid A-transferase. 

Note Polymers derived from 4-amino-benzoic acid were insoluble in all solvents except concentrated sulfuric acid. Elemental analysis for all experimental agents supplied by author. 

Attention may be called to the fact that the conclusions reached here concerning the isoelectric point must hold irrespective of whether the neutral ampholyte consists of dual ions or of uncharged molecules. Provided the values of ki and k2 are those derived experimentallj they involve no supposition concerning the nature of the groups responsible for them. In the foregoing treatment the assumption has been made that the neutral molecule is RH, as this is true for aliphatic amino-acids, but the results will be quite unchanged if RH= is replaced by RH, as Avould be the case for an amino-benzoic acid or an amino-phenol. 

Orthoform.— Another group of synthetic anesthetics are derivatives of para-amino benzoic acid or of amino hydroxy benzoic acids. Two of these are known as orthoform and new orthoform. 

Anesthesine. Novocaine.— Anesthesine, another member of this group, is simply the ethyl ester of para-amino benzoic acid. A recent very valuable synthetic anesthetic is related to anesthesine and also to. cocaine. It is known as novocaine and is the di-ethyl amine derivative of anesthesine. 

Benzoic acid derivatives often contain amino, hydroxy, carboxy, and nitro groups. Analysis of substimted benzoic acids by thin layer chromatography was performed on silica gel, polyamide, and cellulose containing UF254 fluorescent indicator. For the mobile phase, different mixtures were used hexane-acetic acid hexane-ethyl acetate-formic acid chloroform-methanol-phosphoric acid cyclohexane-acetic acid benzene-ethanol etc. Because benzoic acid derivatives have similar retention parameters, their separation requires a thorough optimization of conditions (the nature of the stationary phase, the composition of the mobile phase, and the pH of the solutions). 

This is no longer true when the aromatic amino acids, such as benzoic acid derivatives, are concerned. Further information may be obtained from the paper of Bjerrum (l.c.). 

A good example of a drug made from aminotetrazole is Merrell Dow s anti-allergic agent MSD 427. You will notice that the drug 99 is actually the stable anion of the tetrazole. It makes sense to disconnect the aminotetrazole immediately to reveal the /V-formyl derivative 100 of o-amino-benzoic acid (anthranilic acid) 101.11... 

Kricheldorf has reported the synthesis of lyotropic poly(amide-imide)s and poly(benzoxazole-amide)s. These were prepared by the polycondensation of N,N-bis(trimethylsilyl)-p-phenylenediamine or N,AT -bis(trimethylsilyl)-3,3 -dim-ethylbenzidine with the diacyl chloride of trimellitimide of p-aminobenzoic acid, or the imide formed from p-amino benzoic acid and terephthalic acid. Lyotropic behaviour was observed in cone, sulphuric acid solution [38]. A series of thermotropic poly(imide-amide)s was prepared based on trimellitimides formed from trimellitic anhydride and an a, -bis(4-aminophenoxy) alkane with carbon chain lengths 9-12. Melting points were in the range 250-300 °C. They formed smectic A phases and tended to degrade around the isotropisation temperatures (around 350 °C). Pendant methyl groups or occupied meta- groups tended to prevent mesophase formation [39]. Novel LC poly(imide-amides) have also been synthesised from new diamine spacers derived from linear diaminoalkanes and 4-nitrophthalic anhydride. A smectic and nematic phase were observed when 4,4 -biphenyl dicarboxylic acid was used as co-monomer [40]. 

Benzophenones camphor derivatives p-amino benzoic acid vanillin... 

In a similar approach, Saigo et al. have prepared a chiral columnar LC structure [2] using the same benzoic acid derivative and a chiral amino alcohol (Fig. 2.13) [64-66]. The columnar phase could be photopolymerized and powder X-ray... 

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